Tag: Sissy phone sex

Phone sex games with a true sissy

Sissy phone sex

Phone sex games where I am in control are my favorite. My favorite caller always does all sorts of things for me to prove he is a sissy. What he loves the most is making me happy and pleasing me in every way he can. I like it when he dresses up for me and makes me a happy princess. I have all the blackmail evidence in my hands. I love making him take pictures of himself in lingerie and making him wear makeup and do poppers. I give him homework and a chore list, and he is always eager to make his Perfect princess happy.

 

Not only does he spend so much money on me but he has secured my future. I made him drop his kids and ex-wife from the will. I am the sole beneficiary and that is how it should be. My sissy goes by the name of Maggie. Maggie knows I can ruin her life in ways so brutal and cruel. Maggie knows not to cross me, and her primary goal is to keep me in bliss. I get to enjoy all the more exceptional things in life, and I don’t even have to be near that sissy slut. I make her eat cum for breakfast lunch and dinner. Sissy phone sex with a true sissy is so lucrative for me.

 

 

phone sex games

Bad Little Boi

I stand in front of you my whip in my hand. I watch you as you perform for me. My heel tapping on the floor. You were a very bad boi this morning and your punishment has just begun. I am a loving Mistress into you piss me off then my sadistic side comes out. You thought you were a sneaky smarty pants, didn’t you? Well, I caught you red-handed touching your dick when I did not give you such permission. You thought you were hidden well but not well enough. When I came walking around the corner and saw you with your dick in your hand I was pissed off. I dragged your ass across the floor and locked your dick up. You want to be a disobedient bitch? Now you get to deal with me. I whip you hard tearing up your ass and back making your flesh tear open and bleed. You scream for mercy and I make you beg for more instead. I laugh at your cries and my pussy soaks from watching your blood drip down your back. Now I command you onto the rubber dildo and you will fuck yourself into you make your own ass bleed.Sissy phone sex

Cuckold Phone Sex

Sissy phone sex My caller starts with “So I have never told anyone this before but what I really want today is some cuckold phone sex” his voice gets quiet as he waits for my response…I am smiling as this is my specialty. “Oh my little wimpy cuck, I can definitely pop that cherry for you. You must call me princess, goddess or mistress at all times however because quite frankly you and your measly cock isn’t even worth my presence.” He whimpers and I hear a sigh of satisfaction from him as he replies with “Yes Princess”. “I am glad we have an understanding, especially since you must pay for even the privilege to talk to a girl like me, doesn’t that make you feel so pathetic? Only cucks have to pay to talk to a woman – cucks with small little dicks” I make him agree to everything I say, I make him repeat after me in talking about how unworthy he is, unable to fuck me. Cucks only watch, so watch me get fucked by a real man and know you’d never get this opportunity. just pathetic!!!

Sissy Fag Training

Hottest phone sex

I don’t just cater to men who love little tight pussies, I train little fags for men who can’t get enough young cock. I was baby sitting a sissy boy who I was requested to train to be a little cock sucking fagsby a special client of mine. Once I was alone with him I had the little teen sissy stripped naked and blind folded. I told him I would let him touch my pussy, but what I really had in store for him were two big black cocks. Once my BBC helpers got here, I had them jam their big cocks into both of his tight little holes. We started with his mouth first and made him gag on one of the big black cocks until he was choking. Then I got his ass nice and lubed up and ready to be popped by a 10″ BBC. He had a cock in both holes sawing in and out of him. I knew he would be the perfect little sissy and I was right. His little cock was so hard, by the time the night was over he was practically worshiping their cocks and begging for another load of cum in one of his holes.

Helpless

Sissy phone sexI take my belt and brush against your ass. I love staring at your helpless body. I walk around you admiring your beauty. I take the belt and strike your ass with it one, two, three times. I can hear your whimpers and moans mixed together. I strike you again with more force this time. Again one, two, three times. You squirm around but with every movement, you feel the pain of your restraints. Your ass has some sweet red marks on it. I rub your ass softly feeling the heat come off your flesh. I drop the belt and I get on my 8-inch strap-on. I stand behind you and slowly spread your ass cheeks. Looking down at your sweet asshole I move the strap on to your open hole and press in completely dry. Your ass opens up like a pussy for a dick. I work my way into your ass making you take every inch. I pick up the belt with one hand and grab your hair with the other. I start riding you like a fucking horse. Pulling hard on your hair and striking your back over and over. Taking complete control of your body.

Daddy’s special treat

blonde phone sexBlonde phone sex with a cute loving girl who enjoys making her daddy happy is the best. I like being daddies cuddle buddy and having him fuck me and use my slit. I was thinking about my dad when I invited my friend Carley over. I knew he would enjoy her huge tits and small little waist and big butt. Daddy had the best of both worlds. A young spinner with tiny tits and a curvy hot well developed young slut. We both got down and dirty. I liked licking her pussy while daddy fucked me and then seeing daddy nut in her was sexy as hell. I have to admit I got a bit jealous, but at the end of the night, I have daddy as my everyday cuddle buddy. I am his only princess, but I like bringing treats over occasionally.

Delicious Sweet Pussy

Sissy phone sexDo you want to take a taste of my delicious sweet pussy? Do you want me to be pleased by your tongue and fingers? Do you want your Mistress to squirt all over your bitch face? I want that too! So come here and trace my pussy lips with your tongue. Play with my clit and smother your face in my pussy. I want my pussy juices all over your face when you come up for air. I want to squirt at least three times before you are done pleasuring my pussy with your mouth and fingers. I am going to wrap my legs around your head and squeeze tightly! Make me cum and squirt. Give me my pleasure you sweet sissy bitch boy of mine.

Sissy phone sex gets me what I need

sissy phone sex

I wanted to score a new client. I didn’t want to nanny for him. I wanted him to invest in a couple things I needed him. I found out his juicy secrets from his ex-nanny. A close friend of mines spilled the beans. I had so much ammo I needed to do something with it and I had the idea. I went in for an interview for an assistant position. I had no desire to be his assistant. I needed those fifteen minutes to draw some fear in him. I had more on him than just a sissy phone sex addiction. I knew he was a full-on crossdresser. I had proof and was willing to extort him for a pretty penny.

I knew I needed to catch him in the act if I wanted solid evidence. Pictures can be manipulated but video cannot. I told him I had everything and even gave him a sneak peek. I promised I would indulge in his fetish for a small fee. I liked having power over him. I made a few trips to the glory holes followed by the banks and shopping sprees. It was like taking candy from a tot. The loser didn’t dare try to stop me. I was getting everything I wanted and more. I was loving watching him be a complete sissy bitch in all honesty. Watching cum drip from his mouth seeing how subservient he was was amusing. I had everything against him and everything going for me. I knew I could break his reputation. The cross-dressing was the least of his problem. I knew how much he loved youngins. His cock twitched for boys. Not only did he wear dressed he loved watching porn for his p-cock. His dress-up sessions and cum loving splurges were least of his issues.

Phone humiliation with Little Bitch Boy

Phone sex humiliationI found a worthless Little Bitch Boy on the side of the road and I decided to bring him home with me for some hilarious phone sex humiliation. He’s such a dumb and pathetic sissy, lol I had too much fun with him. I forced him to strip off all his clothes until he was butt naked and exposed right before my eyes. His tiny dick was twitching as it attempted to form an erection but he just couldn’t seem to muster it up! I took my electric razor and shaved him from head to toe & collected all of his hair scraps into a baggie. Of course I was dressed in my sexiest little outfit and was teasing the fuck out of his microscopic penis. His little pre-cum squirts were so cute and small, it was like a tiny droplet of piss or something. He spit on his own little pee pee to get it nice and wet for me. I dipped his sad little cock into the hair-filled bag and got it super nasty so that his shaft looked like a wooly mammoth, I was cracking up laughing at him! I whipped out my phone and was taking all kinds of photos and videos of him while his chode was smothered in pubes! My friends were laughing too when I sent them all the photographic evidence! I even got on Facetime and gave them a live view of me having fun with Little Bitch Boy.

Phone Sex Addiction

phone sex addictionHe told me I was his phone sex addiction. Since he has called me just about daily since I started, I believe him. He is like many of my callers. He has a secret he can’t tell his wife. His secret is that he is a closet sissy boy. He calls me because I know how to treat a sissy.  As a mature woman, I know about a lot of fetishes. I made my sissy boy go shopping last week. I sent him to Victoria Secret in another town, so he wouldn’t get busted by anyone he knows. He was instructed to sing a sissy song we wrote to the hottest woman working there and ask to try on bras. I know he did it too because he sent me the video footage. I couldn’t believe it. I thought he would puss out, but just the opposite. In a frilly dress, he pranced into Victoria Secret like he owned the place. He sang his little song and even recorded himself trying on various outfits for me. When he first called me, he was so shy. He could barely tell me what his phone sex fetish was. Now, he is going up to a hot chick in a lingerie store and asking to try on ladies’ undergarments. Sissies, panty boys, momma’s boys, cuckolds, black cock faggots, adult babies… all the fetish boys out there need a mature woman to help them own their kink. Can I help you too?